A stone castle ruin with a flag on top, surrounded by green grass and trees.

Pickering Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Pickering vacation rentals

Front of property

Keldy Classic Golden Oak

Keldy Classic Golden Oak
1.0 star property
Pickering
The price is P135,205
P162,246 total
includes taxes & fees
Jul 10 - Jul 11
Keldy Classic Golden Oak

Stags Mount

Stags Mount
3.0 star property
Pickering
The price is P59,508
P71,410 total
includes taxes & fees
Jul 5 - Jul 6
Stags Mount
Interior

Ghyll Cottage

Ghyll Cottage
3.5 star property
Pickering
The price is P21,238
P25,486 total
includes taxes & fees
Jul 4 - Jul 5
Ghyll Cottage
2 bedrooms, individually decorated, individually furnished, free WiFi

Foxes Den

Foxes Den
5.0 star property
Pickering
The price is P58,956
P70,748 total
includes taxes & fees
Jul 7 - Jul 8
Foxes Den
Exterior detail

Rorty Crankle

Rorty Crankle
2.0 star property
Pickering
The price is P54,129
P64,955 total
includes taxes & fees
Jul 6 - Jul 7
Rorty Crankle
Interior

Hare's Hill

Hare's Hill
3.0 star property
Pickering
The price is P55,578
P66,693 total
includes taxes & fees
Jul 4 - Jul 5
Hare's Hill
Outdoor dining

Beacon Cottage

Beacon Cottage
2.0 star property
Pickering
The price is P27,720
P33,264 total
includes taxes & fees
Jul 24 - Jul 25
Beacon Cottage
Exterior

Farm Yard Cottage

Farm Yard Cottage
3.5 star property
Pickering
The price is P23,931
P28,718 total
includes taxes & fees
Jul 5 - Jul 6
Farm Yard Cottage
Exterior

Spire View

Spire View
3.0 star property
Pickering
The price is P20,438
P20,438 total
includes taxes & fees
Jul 4 - Jul 5
Spire View
Interior

The Old Cartway

The Old Cartway
3.5 star property
Pickering
The price is P46,200
P55,440 total
includes taxes & fees
Jul 5 - Jul 6
The Old Cartway
Fridge, dishwasher, electric kettle, toaster

Sixpence Cottage

Sixpence Cottage
3.0 star property
Pickering
The price is P27,513
P33,016 total
includes taxes & fees
Jul 4 - Jul 5
Sixpence Cottage
Interior

1 The Old Methodist Chapel

1 The Old Methodist Chapel
3.5 star property
Pickering
The price is P49,785
P59,742 total
includes taxes & fees
Jul 15 - Jul 16
1 The Old Methodist Chapel
Outdoor dining

Bay Tree Cottage

Bay Tree Cottage
3.0 star property
Pickering
The price is P25,013
P30,016 total
includes taxes & fees
Jul 7 - Jul 8
Bay Tree Cottage
Exterior

Gateside

Gateside
3.0 star property
Pickering
The price is P25,216
P30,259 total
includes taxes & fees
Jul 15 - Jul 16
Gateside
Exterior detail

Boundcliffe Farm

Boundcliffe Farm
3.5 star property
Pickering
The price is P43,265
P51,919 total
includes taxes & fees
Jul 5 - Jul 6
Boundcliffe Farm
Exterior

Bute Cottage

Bute Cottage
3.0 star property
Pickering
The price is P46,200
P55,440 total
includes taxes & fees
Jul 7 - Jul 8
Bute Cottage
Fridge, dishwasher, electric kettle, toaster

Derwent House

Derwent House
3.0 star property
Pickering
The price is P27,444
P32,933 total
includes taxes & fees
Jul 9 - Jul 10
Derwent House
Interior

The Cottage

The Cottage
3.0 star property
Pickering
The price is P23,651
P28,382 total
includes taxes & fees
Jul 24 - Jul 25
The Cottage
Terrace/patio

12 Castlegate

12 Castlegate
3.0 star property
Pickering
The price is P55,853
P67,024 total
includes taxes & fees
Jul 31 - Aug 1
12 Castlegate
Interior

Beck View

Beck View
3.0 star property
Pickering
The price is P16,480
P19,776 total
includes taxes & fees
Jul 29 - Jul 30
Beck View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pickering Hotel Reviews

Rocklands Lodges

Rocklands Lodges

10/10 Excellent
"It was reet good"
Kevin 2-night trip
Posted 7 hours ago
Rocklands Lodges

Find out more about Pickering

Search for holiday rentals in Pickering on Expedia! You can easily find your home rentals, villas, holiday apartments in Pickering using one of the methods below:

  • View our selection of featured holiday rentals in Pickering
  • Use the map to find apartments and other holiday homes in the Pickering neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pickering while they last

Look no further and take a look at our great range of rental properties in Pickering!

Frequently asked questions

Are there vacation rentals in Pickering?

Yes, we give you a choice of vacation rentals in Pickering close to North Yorkshire Moors Railway, or you can go with a more remote option if you want a relaxing stay. Nature enthusiasts will enjoy the gardens in Pickering. Make sure you have time to check out the forests and theme park during your trip.

How many vacation rentals are there in Pickering?

Expedia has 26 vacation rentals for your stay in Pickering.

What’s there to see and do in Pickering?

Cultural attractions include Beck Isle Museum and Gillies Jones Glass, whereas Dalby Forest Visitor Centre and North Riding Forest Park are a couple of picturesque spots to enjoy the outdoors. North Yorkshire Moors Railway and Rosedale Abbey are other places to visit while you're in town.

What’s a vacation rental in Pickering like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Pickering. Vacation rentals feature extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.